data_QSY # _chem_comp.id QSY _chem_comp.name "N-[3-(8-methoxy-4-oxo-4,5-dihydro-3H-pyrimido[5,4-b]indol-3-yl)propyl]-N-methylcyclohexanaminium" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H29 N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2019-12-17 _chem_comp.pdbx_modified_date 2020-05-15 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 369.481 _chem_comp.one_letter_code ? _chem_comp.three_letter_code QSY _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 6VA4 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal QSY C1 C1 C 0 1 Y N N -6.602 -12.346 -6.745 6.497 0.566 -0.357 C1 QSY 1 QSY N1 N1 N 0 1 Y N N -2.995 -11.289 -8.530 3.073 -1.766 -0.365 N1 QSY 2 QSY O1 O1 O 0 1 N N N -7.813 -12.685 -6.190 7.577 1.391 -0.318 O1 QSY 3 QSY C2 C2 C 0 1 Y N N -6.126 -11.032 -6.513 6.615 -0.705 -0.914 C2 QSY 4 QSY N2 N2 N 0 1 N N N -1.514 -14.028 -10.497 0.156 -0.034 1.160 N2 QSY 5 QSY O2 O2 O 0 1 N N N -0.720 -11.851 -10.324 0.185 -2.098 0.300 O2 QSY 6 QSY C3 C3 C 0 1 Y N N -4.913 -10.594 -7.080 5.531 -1.552 -0.961 C3 QSY 7 QSY N3 N3 N 0 1 N N N -3.586 -14.717 -9.388 2.091 1.255 1.155 N3 QSY 8 QSY C4 C4 C 0 1 Y N N -4.199 -11.496 -7.869 4.302 -1.142 -0.449 C4 QSY 9 QSY N4 N4 N 1 1 N N N -2.997 -12.862 -12.885 -4.416 0.701 -0.425 N4 QSY 10 QSY C5 C5 C 0 1 Y N N -4.643 -12.782 -8.068 4.181 0.140 0.113 C5 QSY 11 QSY C6 C6 C 0 1 Y N N -5.842 -13.251 -7.525 5.289 0.988 0.160 C6 QSY 12 QSY C7 C7 C 0 1 N N N -8.311 -14.035 -6.180 8.798 0.889 -0.866 C7 QSY 13 QSY C8 C8 C 0 1 Y N N -2.689 -12.496 -9.172 2.155 -0.927 0.237 C8 QSY 14 QSY C9 C9 C 0 1 Y N N -3.661 -13.428 -8.891 2.787 0.273 0.556 C9 QSY 15 QSY C10 C10 C 0 1 N N N -1.531 -12.712 -10.033 0.785 -1.068 0.559 C10 QSY 16 QSY C11 C11 C 0 1 N N N -2.508 -14.954 -10.140 0.830 1.109 1.445 C11 QSY 17 QSY C12 C12 C 0 1 N N N -0.496 -14.436 -11.480 -1.263 -0.148 1.507 C12 QSY 18 QSY C13 C13 C 0 1 N N N -1.038 -14.572 -12.921 -2.115 0.346 0.336 C13 QSY 19 QSY C14 C14 C 0 1 N N N -1.668 -13.281 -13.499 -3.597 0.227 0.699 C14 QSY 20 QSY C15 C15 C 0 1 N N N -3.383 -11.469 -13.366 -5.836 0.476 -0.125 C15 QSY 21 QSY C16 C16 C 0 1 N N N -4.083 -13.882 -13.179 -4.180 2.136 -0.630 C16 QSY 22 QSY C17 C17 C 0 1 N N N -4.444 -10.807 -12.452 -6.081 -1.019 0.089 C17 QSY 23 QSY C18 C18 C 0 1 N N N -4.714 -9.349 -12.867 -7.561 -1.254 0.401 C18 QSY 24 QSY C19 C19 C 0 1 N N N -5.136 -9.252 -14.349 -8.413 -0.760 -0.769 C19 QSY 25 QSY C20 C20 C 0 1 N N N -4.099 -9.919 -15.281 -8.168 0.735 -0.983 C20 QSY 26 QSY C21 C21 C 0 1 N N N -3.803 -11.378 -14.859 -6.689 0.970 -1.295 C21 QSY 27 QSY H7 H1 H 0 1 N N N -2.455 -10.447 -8.545 2.882 -2.663 -0.682 H7 QSY 28 QSY H1 H2 H 0 1 N N N -6.700 -10.358 -5.894 7.565 -1.029 -1.312 H1 QSY 29 QSY H2 H3 H 0 1 N N N -4.548 -9.592 -6.909 5.633 -2.535 -1.395 H2 QSY 30 QSY H29 H4 H 0 1 N N N -2.876 -12.820 -11.893 -4.164 0.196 -1.261 H29 QSY 31 QSY H3 H5 H 0 1 N N N -6.176 -14.264 -7.694 5.199 1.974 0.592 H3 QSY 32 QSY H4 H6 H 0 1 N N N -9.293 -14.060 -5.685 9.096 -0.009 -0.325 H4 QSY 33 QSY H5 H7 H 0 1 N N N -8.412 -14.396 -7.214 8.652 0.647 -1.918 H5 QSY 34 QSY H6 H8 H 0 1 N N N -7.608 -14.681 -5.633 9.577 1.645 -0.771 H6 QSY 35 QSY H8 H9 H 0 1 N N N -2.388 -15.961 -10.512 0.304 1.921 1.925 H8 QSY 36 QSY H10 H10 H 0 1 N N N -0.086 -15.409 -11.171 -1.503 -1.191 1.716 H10 QSY 37 QSY H9 H11 H 0 1 N N N 0.306 -13.683 -11.481 -1.471 0.457 2.389 H9 QSY 38 QSY H12 H12 H 0 1 N N N -1.806 -15.360 -12.926 -1.875 1.388 0.127 H12 QSY 39 QSY H11 H13 H 0 1 N N N -0.204 -14.869 -13.574 -1.907 -0.259 -0.546 H11 QSY 40 QSY H13 H14 H 0 1 N N N -0.952 -12.459 -13.349 -3.805 0.832 1.581 H13 QSY 41 QSY H14 H15 H 0 1 N N N -1.827 -13.436 -14.576 -3.837 -0.816 0.908 H14 QSY 42 QSY H15 H16 H 0 1 N N N -2.478 -10.851 -13.271 -6.108 1.021 0.779 H15 QSY 43 QSY H17 H17 H 0 1 N N N -5.029 -13.553 -12.724 -4.452 2.682 0.273 H17 QSY 44 QSY H18 H18 H 0 1 N N N -4.213 -13.976 -14.267 -3.126 2.304 -0.852 H18 QSY 45 QSY H16 H19 H 0 1 N N N -3.794 -14.857 -12.759 -4.788 2.489 -1.464 H16 QSY 46 QSY H19 H20 H 0 1 N N N -5.382 -11.378 -12.521 -5.810 -1.565 -0.815 H19 QSY 47 QSY H20 H21 H 0 1 N N N -4.081 -10.822 -11.414 -5.474 -1.371 0.923 H20 QSY 48 QSY H22 H22 H 0 1 N N N -3.798 -8.759 -12.717 -7.735 -2.319 0.553 H22 QSY 49 QSY H21 H23 H 0 1 N N N -5.520 -8.942 -12.238 -7.832 -0.708 1.304 H21 QSY 50 QSY H24 H24 H 0 1 N N N -5.233 -8.191 -14.624 -8.142 -1.305 -1.673 H24 QSY 51 QSY H23 H25 H 0 1 N N N -6.106 -9.754 -14.477 -9.467 -0.927 -0.547 H23 QSY 52 QSY H26 H26 H 0 1 N N N -3.164 -9.341 -15.245 -8.776 1.088 -1.817 H26 QSY 53 QSY H25 H27 H 0 1 N N N -4.491 -9.918 -16.309 -8.440 1.281 -0.080 H25 QSY 54 QSY H27 H28 H 0 1 N N N -4.708 -11.984 -15.013 -6.514 2.035 -1.448 H27 QSY 55 QSY H28 H29 H 0 1 N N N -2.988 -11.772 -15.484 -6.417 0.424 -2.199 H28 QSY 56 # # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal QSY C20 C21 SING N N 1 QSY C20 C19 SING N N 2 QSY C21 C15 SING N N 3 QSY C19 C18 SING N N 4 QSY C14 C13 SING N N 5 QSY C14 N4 SING N N 6 QSY C15 N4 SING N N 7 QSY C15 C17 SING N N 8 QSY C16 N4 SING N N 9 QSY C13 C12 SING N N 10 QSY C18 C17 SING N N 11 QSY C12 N2 SING N N 12 QSY N2 C11 SING N N 13 QSY N2 C10 SING N N 14 QSY O2 C10 DOUB N N 15 QSY C11 N3 DOUB N N 16 QSY C10 C8 SING N N 17 QSY N3 C9 SING N N 18 QSY C8 C9 DOUB Y N 19 QSY C8 N1 SING Y N 20 QSY C9 C5 SING Y N 21 QSY N1 C4 SING Y N 22 QSY C5 C4 DOUB Y N 23 QSY C5 C6 SING Y N 24 QSY C4 C3 SING Y N 25 QSY C6 C1 DOUB Y N 26 QSY C3 C2 DOUB Y N 27 QSY C1 C2 SING Y N 28 QSY C1 O1 SING N N 29 QSY O1 C7 SING N N 30 QSY N1 H7 SING N N 31 QSY C2 H1 SING N N 32 QSY C3 H2 SING N N 33 QSY N4 H29 SING N N 34 QSY C6 H3 SING N N 35 QSY C7 H4 SING N N 36 QSY C7 H5 SING N N 37 QSY C7 H6 SING N N 38 QSY C11 H8 SING N N 39 QSY C12 H10 SING N N 40 QSY C12 H9 SING N N 41 QSY C13 H12 SING N N 42 QSY C13 H11 SING N N 43 QSY C14 H13 SING N N 44 QSY C14 H14 SING N N 45 QSY C15 H15 SING N N 46 QSY C16 H17 SING N N 47 QSY C16 H18 SING N N 48 QSY C16 H16 SING N N 49 QSY C17 H19 SING N N 50 QSY C17 H20 SING N N 51 QSY C18 H22 SING N N 52 QSY C18 H21 SING N N 53 QSY C19 H24 SING N N 54 QSY C19 H23 SING N N 55 QSY C20 H26 SING N N 56 QSY C20 H25 SING N N 57 QSY C21 H27 SING N N 58 QSY C21 H28 SING N N 59 # # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor QSY SMILES ACDLabs 12.01 "c4(ccc3nc1c(N=CN(C1=O)CCC[NH+](C2CCCCC2)C)c3c4)OC" QSY InChI InChI 1.03 "InChI=1S/C21H28N4O2/c1-24(15-7-4-3-5-8-15)11-6-12-25-14-22-19-17-13-16(27-2)9-10-18(17)23-20(19)21(25)26/h9-10,13-15,23H,3-8,11-12H2,1-2H3/p+1" QSY InChIKey InChI 1.03 ZZYFLPWOLNEUGF-UHFFFAOYSA-O QSY SMILES_CANONICAL CACTVS 3.385 "COc1ccc2[nH]c3C(=O)N(CCC[NH+](C)C4CCCCC4)C=Nc3c2c1" QSY SMILES CACTVS 3.385 "COc1ccc2[nH]c3C(=O)N(CCC[NH+](C)C4CCCCC4)C=Nc3c2c1" QSY SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[NH+](CCCN1C=Nc2c3cc(ccc3[nH]c2C1=O)OC)C4CCCCC4" QSY SMILES "OpenEye OEToolkits" 2.0.7 "C[NH+](CCCN1C=Nc2c3cc(ccc3[nH]c2C1=O)OC)C4CCCCC4" # # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier QSY "SYSTEMATIC NAME" ACDLabs 12.01 "N-[3-(8-methoxy-4-oxo-4,5-dihydro-3H-pyrimido[5,4-b]indol-3-yl)propyl]-N-methylcyclohexanaminium" QSY "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "cyclohexyl-[3-(8-methoxy-4-oxidanylidene-5~{H}-pyrimido[5,4-b]indol-3-yl)propyl]-methyl-azanium" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site QSY "Create component" 2019-12-17 RCSB QSY "Modify charge" 2020-01-07 RCSB QSY "Initial release" 2020-05-20 RCSB ##